JP2001089612A - Pigment for warpage-free polyolefin coloration - Google Patents
Pigment for warpage-free polyolefin colorationInfo
- Publication number
- JP2001089612A JP2001089612A JP2000240774A JP2000240774A JP2001089612A JP 2001089612 A JP2001089612 A JP 2001089612A JP 2000240774 A JP2000240774 A JP 2000240774A JP 2000240774 A JP2000240774 A JP 2000240774A JP 2001089612 A JP2001089612 A JP 2001089612A
- Authority
- JP
- Japan
- Prior art keywords
- pigment
- formula
- warpage
- coloration
- pigments
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Withdrawn
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B57/00—Other synthetic dyes of known constitution
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B7/00—Indigoid dyes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/36—Sulfur-, selenium-, or tellurium-containing compounds
- C08K5/45—Heterocyclic compounds having sulfur in the ring
- C08K5/46—Heterocyclic compounds having sulfur in the ring with oxygen or nitrogen in the ring
Abstract
Description
【0001】[0001]
【発明の属する技術分野】本発明は、ポリオレフィンの
反りのない着色のための顔料の使用に関する。FIELD OF THE INVENTION The present invention relates to the use of pigments for warp-free coloring of polyolefins.
【0002】[0002]
【従来の技術】ポリオレフィン、特に高密度ポリエチレ
ンを着色するために有機顔料を使用するとき、予期しな
い収縮および反りの問題が生じる可能性がある。これ
は、顔料の存在により結晶化の挙動が変化するためであ
る可能性がある。いくつかの研究によれば、顔料が核剤
として働くことによって、微結晶のサイズおよび結晶化
速度の両方に影響を及ぼし、予想よりも高い温度で結晶
化が引き起こされることが示された。BACKGROUND OF THE INVENTION When using organic pigments to color polyolefins, especially high density polyethylene, unexpected shrinkage and warpage problems can occur. This may be due to a change in the crystallization behavior due to the presence of the pigment. Some studies have shown that the pigment acting as a nucleating agent affects both crystallite size and crystallization rate, causing crystallization at higher than expected temperatures.
【0003】これらの点は全て重要な商業上の問題を有
する。例えば、ボトル用枠箱の着色は、顔料メーカーに
とって非常に重要な市場である。顔料は、高密度ポリエ
チレンの適用分野で使用するときに重要な条件を満たさ
なければならず、それはポリマーの結晶化プロセスに影
響を及ぼしてはならないことである。そのような影響に
より収縮および反りが生じ、射出された物品が変形し機
械的性質が低下する可能性がある。[0003] All of these points have significant commercial problems. For example, the coloring of bottle crate is a very important market for pigment manufacturers. Pigments must fulfill an important condition when used in high density polyethylene applications, which must not affect the crystallization process of the polymer. Such effects can cause shrinkage and warpage, which can deform the injected article and reduce its mechanical properties.
【0004】[0004]
【発明が解決しようとする課題】ポリオレフィンの着色
に有機顔料を使用するとき、この問題を回避するため
に、顔料表面の改質を目的として表面処理が開発されて
きた。すなわち有機粒子表面上に金属酸化物(例えばジ
ルコニウム、ケイ素、アルミニウム)の薄層を沈澱させ
ること、あるいは顔料表面上にいくつかの極性ポリマー
(ポリアクリレートまたはセルロース誘導体)を吸着さ
せまたは沈澱させることである。しかしこれらの処理
は、常に有効とは限らない。When using organic pigments for coloring polyolefins, surface treatments have been developed for the purpose of modifying the pigment surface in order to avoid this problem. By depositing a thin layer of metal oxide (eg, zirconium, silicon, aluminum) on the surface of the organic particles, or by adsorbing or precipitating some polar polymer (polyacrylate or cellulose derivative) on the surface of the pigment. is there. However, these processes are not always effective.
【0005】[0005]
【課題を解決するための手段】そこで、式(I)および
式(II)のチアジン−インジゴ顔料であって、Accordingly, there is provided a thiazine-indigo pigment of the formula (I) or (II),
【0006】[0006]
【化7】 上式でXはClまたはCH3を表し、Embedded image In the above formula, X represents Cl or CH 3 ,
【0007】[0007]
【化8】 上式でRはフェニルまたはC12H25である顔料は、
高密度ポリエチレンに使用するときに反りを引き起こさ
ないことを見出した。Embedded image Wherein R is phenyl or C 12 H 25
It has been found that it does not cause warpage when used in high density polyethylene.
【0008】この群のその他の誘導体、例えば式(II
I)および(IV)の2種の顔料や、式(II)の顔料
であってR=p−C6H4CF3であるものについても
試験したが、これらは高密度ポリエチレンに使用すると
きに反りを示す。Other derivatives of this group, for example of the formula (II)
The two pigments I) and (IV) and the pigments of the formula (II) where R = p-C 6 H 4 CF 3 were also tested, but these were used when used in high density polyethylene. Shows warpage.
【0009】[0009]
【化9】 Embedded image
【0010】[0010]
【化10】 Embedded image
【0011】したがって、本発明は、反らないポリオレ
フィンの着色に式(I)または(II)の顔料を使用す
ることに存し、式(I)または(II)の顔料で着色さ
れた反りのないポリオレフィン、より好ましくは高密度
ポリエチレン(HDPE)を提供する。Accordingly, the present invention resides in the use of the pigments of formula (I) or (II) for the coloring of non-curled polyolefins, and the use of pigments of the formula (I) or (II) A polyolefin, more preferably high density polyethylene (HDPE).
【0012】式(I)の顔料でポリオレフィンを着色す
るとき、通常の量、すなわち着色される材料に対して
0.01重量%から30重量%、好ましくは0.1重量
%から10重量%という量を使用することができる。When coloring polyolefins with the pigments of the formula (I), they are used in customary amounts, ie from 0.01 to 30% by weight, preferably from 0.1 to 10% by weight, based on the material to be colored. Any quantity can be used.
【0013】[0013]
【発明の実施の形態】試験方法を以下に述べる。BEST MODE FOR CARRYING OUT THE INVENTION The test method is described below.
【0014】顔料0.1%を含むHDPEおよび顔料
0.1%を含まないHDPEで射出成形した、60×6
0mmの10枚の試験プレート。Injection molded 60 × 6 with HDPE containing 0.1% pigment and HDPE without 0.1% pigment
10 test plates of 0 mm.
【0015】加工温度は220℃および280℃。Processing temperatures are 220 ° C and 280 ° C.
【0016】結果:無着色のHDPEでの試験プレート
と、顔料0.1%で着色したHDPEでの試験プレート
の間の、長さおよび幅の測定値の差。Results: Difference in length and width measurements between test plates with unpigmented HDPE and test plates with HDPE pigmented with 0.1% pigment.
【0017】%FV=(垂直収縮%−水平収縮%)/
(水平収縮)×100% %FV=0〜10%:良好 %FV=10〜20%:適当 %FV>20%:不適当% FV = (% vertical shrinkage−% horizontal shrinkage) /
(Horizontal shrinkage) × 100%% FV = 0 to 10%: good% FV = 10 to 20%: suitable% FV> 20%: unsuitable
【0018】[0018]
【表1】 [Table 1]
【0019】式(I)および(II)の顔料では、試験
プレートの反りに関して優れた結果が得られた。With the pigments of formulas (I) and (II), excellent results were obtained with respect to the warpage of the test plates.
───────────────────────────────────────────────────── フロントページの続き (72)発明者 バンジ・ラル・カウル スイス国、ツエー・ハー・4105・ビール− ベンケン、ブルツクアツカーシユトラー セ・48 (72)発明者 ブリユノ・ピアストラ フランス国、エフ−68330・ユニング、リ ユ・ラボワジエ・12 ──────────────────────────────────────────────────続 き Continuing on the front page (72) Inventor Banj Lal Kaul Switzerland, Twe Her 4105 Beer-Benken, Brutskákasjäutlasse 48 (72) Inventor Briyuno Piastre France, F-68330 UNING, Liu Laboisier 12
Claims (3)
の、式(I)の顔料であって、 【化1】 上式でXがClまたはCH3を表す顔料と、式(II)
の顔料であって、 【化2】 上式でRがフェニルまたはC12H25である顔料の使
用。1. A pigment of the formula (I) for the coloration of non-warped polyolefins, A pigment wherein X represents Cl or CH 3 ,
A pigment of the formula Use of the pigment R is phenyl or C 12 H 25 in the above equation.
I)の顔料であって、 【化4】 上式でRがフェニルまたはC12H25である顔料で着
色された、反りのないポリオレフィン。2. A pigment of the formula (I), which comprises A pigment in which X represents Cl or CH 3 , or a compound of the formula (I
The pigment of I), which is A non-warped polyolefin colored with a pigment wherein R is phenyl or C 12 H 25 in the above formula.
I)の顔料であって、 【化6】 上式でRがフェニルまたはC12H25である顔料で着
色された、反らない高密度ポリエチレン(HDPE)。3. A pigment of the formula (I), wherein A pigment in which X represents Cl or CH 3 , or a compound of the formula (I
The pigment of I), which is R in the above formula is pigmented is phenyl or C 12 H 25, warp not high-density polyethylene (HDPE).
Applications Claiming Priority (6)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GBGB9918804.7A GB9918804D0 (en) | 1999-08-11 | 1999-08-11 | Pigment for warpage-free polyolefins coloration |
GB9918804.7 | 1999-08-11 | ||
GB9919777.4 | 1999-08-21 | ||
GBGB9919777.4A GB9919777D0 (en) | 1999-08-21 | 1999-08-21 | Pigment for warpage-free polyolefins coloration |
GB0005447A GB0005447D0 (en) | 2000-03-08 | 2000-03-08 | Pigment for warpage-free polyolefins coloration |
GB0005447.8 | 2000-03-08 |
Publications (1)
Publication Number | Publication Date |
---|---|
JP2001089612A true JP2001089612A (en) | 2001-04-03 |
Family
ID=27255583
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2000240774A Withdrawn JP2001089612A (en) | 1999-08-11 | 2000-08-09 | Pigment for warpage-free polyolefin coloration |
Country Status (7)
Country | Link |
---|---|
US (1) | US6638996B1 (en) |
EP (1) | EP1076076B1 (en) |
JP (1) | JP2001089612A (en) |
KR (1) | KR20010050022A (en) |
AT (1) | ATE267847T1 (en) |
DE (1) | DE60010990T2 (en) |
ES (1) | ES2219235T3 (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2009249413A (en) * | 2008-04-02 | 2009-10-29 | Toyo Ink Mfg Co Ltd | Thiazine indigo pigment dispersant, pigment composition using the same, colored composition, and color filter |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE10106147A1 (en) * | 2001-02-10 | 2002-08-14 | Clariant Gmbh | Acidic pigment dispersants and pigment preparations |
TWI351422B (en) * | 2006-04-28 | 2011-11-01 | Toyo Ink Mfg Co | Thiazineindigo pigment dispersant, and pigment com |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1358574A (en) * | 1970-10-21 | 1974-07-03 | Sandoz Ltd | Sparingly soluble heterocyclic compounds and processes for their production |
DE2536120A1 (en) * | 1975-08-13 | 1977-03-03 | Basf Ag | Prepn. of pigments from (O)-amino thiophenols - condensed with dihalo maleic acid or derivs. in (N)-methyl pyrrolidone |
US4602961A (en) * | 1983-09-14 | 1986-07-29 | Ciba-Geigy Corporation | Process for pigmenting high molecular weight organic material |
EP0554219A1 (en) * | 1992-01-29 | 1993-08-04 | Ciba-Geigy Ag | Resin composition containing charge-transfer complexes, their preparation and their use |
EP0975697B1 (en) * | 1997-01-29 | 2003-04-16 | Clariant Finance (BVI) Limited | Thiazine indigo pigments, solid solutions thereof and their preparation |
-
2000
- 2000-08-08 AT AT00117000T patent/ATE267847T1/en not_active IP Right Cessation
- 2000-08-08 EP EP00117000A patent/EP1076076B1/en not_active Expired - Lifetime
- 2000-08-08 ES ES00117000T patent/ES2219235T3/en not_active Expired - Lifetime
- 2000-08-08 DE DE60010990T patent/DE60010990T2/en not_active Expired - Fee Related
- 2000-08-09 JP JP2000240774A patent/JP2001089612A/en not_active Withdrawn
- 2000-08-09 KR KR1020000046066A patent/KR20010050022A/en not_active Application Discontinuation
- 2000-08-11 US US09/637,541 patent/US6638996B1/en not_active Expired - Fee Related
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2009249413A (en) * | 2008-04-02 | 2009-10-29 | Toyo Ink Mfg Co Ltd | Thiazine indigo pigment dispersant, pigment composition using the same, colored composition, and color filter |
Also Published As
Publication number | Publication date |
---|---|
ES2219235T3 (en) | 2004-12-01 |
DE60010990T2 (en) | 2004-10-28 |
EP1076076B1 (en) | 2004-05-26 |
KR20010050022A (en) | 2001-06-15 |
EP1076076A1 (en) | 2001-02-14 |
DE60010990D1 (en) | 2004-07-01 |
US6638996B1 (en) | 2003-10-28 |
ATE267847T1 (en) | 2004-06-15 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
A300 | Application deemed to be withdrawn because no request for examination was validly filed |
Free format text: JAPANESE INTERMEDIATE CODE: A300 Effective date: 20071106 |